EP0250953B1 - Process for the extraction of oily fruits - Google Patents
Process for the extraction of oily fruits Download PDFInfo
- Publication number
- EP0250953B1 EP0250953B1 EP87108336A EP87108336A EP0250953B1 EP 0250953 B1 EP0250953 B1 EP 0250953B1 EP 87108336 A EP87108336 A EP 87108336A EP 87108336 A EP87108336 A EP 87108336A EP 0250953 B1 EP0250953 B1 EP 0250953B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- extraction
- fruits
- extract
- bar
- serenoa repens
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 238000000034 method Methods 0.000 title claims abstract description 19
- 238000000605 extraction Methods 0.000 title claims abstract description 15
- 235000013399 edible fruits Nutrition 0.000 title claims abstract description 10
- 239000000284 extract Substances 0.000 claims abstract description 15
- 240000006661 Serenoa repens Species 0.000 claims description 10
- 235000005318 Serenoa repens Nutrition 0.000 claims description 10
- 239000002904 solvent Substances 0.000 claims description 6
- 230000018044 dehydration Effects 0.000 claims description 2
- 238000006297 dehydration reaction Methods 0.000 claims description 2
- 239000013557 residual solvent Substances 0.000 abstract description 2
- 241000233910 Serenoa Species 0.000 abstract 1
- 239000012535 impurity Substances 0.000 abstract 1
- 239000003921 oil Substances 0.000 description 8
- 235000019198 oils Nutrition 0.000 description 8
- 239000000126 substance Substances 0.000 description 7
- 150000001298 alcohols Chemical class 0.000 description 4
- 238000001704 evaporation Methods 0.000 description 4
- 230000008020 evaporation Effects 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- CNNRPFQICPFDPO-UHFFFAOYSA-N octacosan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCCCCCO CNNRPFQICPFDPO-UHFFFAOYSA-N 0.000 description 4
- 239000003814 drug Substances 0.000 description 3
- 229940079593 drug Drugs 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 229960002666 1-octacosanol Drugs 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 2
- 229930182558 Sterol Natural products 0.000 description 2
- 239000003963 antioxidant agent Substances 0.000 description 2
- 230000003078 antioxidant effect Effects 0.000 description 2
- 229940076810 beta sitosterol Drugs 0.000 description 2
- LGJMUZUPVCAVPU-UHFFFAOYSA-N beta-Sitostanol Natural products C1CC2CC(O)CCC2(C)C2C1C1CCC(C(C)CCC(CC)C(C)C)C1(C)CC2 LGJMUZUPVCAVPU-UHFFFAOYSA-N 0.000 description 2
- NJKOMDUNNDKEAI-UHFFFAOYSA-N beta-sitosterol Natural products CCC(CCC(C)C1CCC2(C)C3CC=C4CC(O)CCC4C3CCC12C)C(C)C NJKOMDUNNDKEAI-UHFFFAOYSA-N 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 239000011261 inert gas Substances 0.000 description 2
- 239000012454 non-polar solvent Substances 0.000 description 2
- 230000003647 oxidation Effects 0.000 description 2
- 238000007254 oxidation reaction Methods 0.000 description 2
- 238000004064 recycling Methods 0.000 description 2
- 229920006395 saturated elastomer Polymers 0.000 description 2
- KZJWDPNRJALLNS-VJSFXXLFSA-N sitosterol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CC[C@@H](CC)C(C)C)[C@@]1(C)CC2 KZJWDPNRJALLNS-VJSFXXLFSA-N 0.000 description 2
- 229950005143 sitosterol Drugs 0.000 description 2
- 150000003432 sterols Chemical class 0.000 description 2
- 235000003702 sterols Nutrition 0.000 description 2
- 241001133760 Acoelorraphe Species 0.000 description 1
- 241000086254 Arnica montana Species 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- 235000019502 Orange oil Nutrition 0.000 description 1
- 208000004403 Prostatic Hyperplasia Diseases 0.000 description 1
- 206010036940 Prostatic adenoma Diseases 0.000 description 1
- 238000005273 aeration Methods 0.000 description 1
- 230000001476 alcoholic effect Effects 0.000 description 1
- 239000013566 allergen Substances 0.000 description 1
- 230000002280 anti-androgenic effect Effects 0.000 description 1
- 235000019463 artificial additive Nutrition 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 239000003245 coal Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 239000012024 dehydrating agents Substances 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 235000021588 free fatty acids Nutrition 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- 238000000227 grinding Methods 0.000 description 1
- 150000008282 halocarbons Chemical class 0.000 description 1
- 238000006140 methanolysis reaction Methods 0.000 description 1
- 235000019462 natural additive Nutrition 0.000 description 1
- 239000010502 orange oil Substances 0.000 description 1
- 230000001575 pathological effect Effects 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 239000008194 pharmaceutical composition Substances 0.000 description 1
- 230000000144 pharmacologic effect Effects 0.000 description 1
- 229940068065 phytosterols Drugs 0.000 description 1
- 239000000419 plant extract Substances 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 238000007127 saponification reaction Methods 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 230000000087 stabilizing effect Effects 0.000 description 1
- 238000002560 therapeutic procedure Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D11/00—Solvent extraction
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K36/00—Medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicines
- A61K36/18—Magnoliophyta (angiosperms)
- A61K36/88—Liliopsida (monocotyledons)
- A61K36/889—Arecaceae, Palmae or Palmaceae (Palm family), e.g. date or coconut palm or palmetto
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D11/00—Solvent extraction
- B01D11/02—Solvent extraction of solids
- B01D11/0203—Solvent extraction of solids with a supercritical fluid
Definitions
- the present invention refers to a new process of extraction of Serenoa repens fruits and to the extract obtained by this process.
- Serenoa repens a small palm tree growing in the United States, in Northern Africa and in Spain, have been used for a long time in the preparation of alcoholic, hydroalcoholic and oily extracts, that are used in the treatment of pathological conditions connected with prostatic adenoma.
- the use of Serenoa repens in this therapy has been known for a long time (see, for example, "Dispensatory of the United States of America", 1888); also known are the extraction of the drug with apolar solvents and, in part, the qualitative and quantitative composition of the oil that can be obtained in this way.
- DE-A-31 33 032 discloses a process and an apparatus for extraction of different materials, including plant materials, with gases in hypercritical conditions.
- the oily extract of Serenoa repens can be advantageously prepared at industrial level by extraction from the fruits with CO2 in hypercritical conditions, as specified below, in a selective way and without having to add, in the extraction step, natural or synthetic additives with a stabilizing function, the solvent itself preventing the oxidation by a perfect de-aeration of the medium.
- the extract obtained in this way moreover, requires no decoloration.
- the process according to the invention has the substantial advantages to allow a perfect extraction of the unaltered lipidic material, yielding, after a complete evaporation of the solvent, and filtration on a dehydrating agent, an extract devoid of residual solvents or non-volatile contaminating agents, that are generally present in the solvents used in industry; moreover, this extract can be directly used in the most common pharmaceutical formulations, without further purifications.
- the obtained products may optionally be submitted to drying under vacuum, at temperatures ranging from 35° to 80°C.
- the extraction is carried out according to claim 2 and an extract according to claim 1 is obtained.
- the evaporation is preferably carried out at temperatures ranging from 20°to 30°C, at pressure ranging from 50 to 70 bars.
- the process of the invention can be carried out in a continuous cycle.
- This substance that cannot be saponified consists mainly of a mixtures of phytosterols, the most important of which is ⁇ -sitosterol, and of a mixture of saturated C20-C30 alcohols, the most important of which is octacosanol.
- n-octacosanol ranges from 0.1 to 0.2%.
- these alcohols and sterols are present in the form of esters, and in a negligible quantity in the free form.
- the oil obtained in this way showed, during biochemical and pharmacological tests, a significant anti-androgenic, hormone-regulating and anti-oedematous action, in agreement with what reported in the literature for similar products, prepared according to less convenient methods.
- the drug was extracted, using subsequently 10 l of continuous recycling CO2, for 2 hours, at a temperature of 35° and 250 bar. After evaporation of the solvent, the extracted material was recovered and dried at 2 mm/Hg and 45°C for 24 hours.
- the drug was on the whole extracted with 10 l of continuous recycling CO2 for 2 hours at a temperature of 45°C and 220 bar, keeping a temperature of 25°C and 50 bar in the condenser.
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Natural Medicines & Medicinal Plants (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Engineering & Computer Science (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Medical Informatics (AREA)
- Epidemiology (AREA)
- Organic Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Diabetes (AREA)
- General Chemical & Material Sciences (AREA)
- Hematology (AREA)
- Alternative & Traditional Medicine (AREA)
- Biotechnology (AREA)
- Botany (AREA)
- Obesity (AREA)
- Microbiology (AREA)
- Mycology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Medicines Containing Plant Substances (AREA)
- Fats And Perfumes (AREA)
- Magnetic Record Carriers (AREA)
- Adjustment Of The Magnetic Head Position Track Following On Tapes (AREA)
- Extraction Or Liquid Replacement (AREA)
- Polyesters Or Polycarbonates (AREA)
- Reinforced Plastic Materials (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Laminated Bodies (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Apparatuses For Bulk Treatment Of Fruits And Vegetables And Apparatuses For Preparing Feeds (AREA)
- Compounds Of Unknown Constitution (AREA)
- Coloring Foods And Improving Nutritive Qualities (AREA)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
AT87108336T ATE84979T1 (de) | 1986-06-17 | 1987-06-10 | Extraktionsverfahren fuer oelhaltige fruechte. |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
IT2081386 | 1986-06-17 | ||
IT20813/86A IT1190129B (it) | 1986-06-17 | 1986-06-17 | Procedimento di estrazione di frutti oleaginosi |
Publications (2)
Publication Number | Publication Date |
---|---|
EP0250953A1 EP0250953A1 (en) | 1988-01-07 |
EP0250953B1 true EP0250953B1 (en) | 1993-01-27 |
Family
ID=11172435
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP87108336A Expired - Lifetime EP0250953B1 (en) | 1986-06-17 | 1987-06-10 | Process for the extraction of oily fruits |
Country Status (13)
Country | Link |
---|---|
EP (1) | EP0250953B1 (ko) |
JP (1) | JPH0796498B2 (ko) |
KR (1) | KR880000120A (ko) |
AT (1) | ATE84979T1 (ko) |
DE (1) | DE3783809T2 (ko) |
DK (1) | DK165732C (ko) |
ES (1) | ES2037684T3 (ko) |
FI (1) | FI872667A (ko) |
GR (1) | GR3007138T3 (ko) |
HU (1) | HUT47857A (ko) |
IT (1) | IT1190129B (ko) |
NO (1) | NO168805C (ko) |
PT (1) | PT85092B (ko) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6759063B2 (en) | 1999-09-27 | 2004-07-06 | Anthony L. Almada | Methods and compositions for reducing sympathomimetic-induced side effects |
KR102218751B1 (ko) | 2013-05-16 | 2021-02-23 | 인데나 에스.피.에이 | 톱야자의 추출물 및 생강 및 에키나세아 앙거스티폴리아의 친유성 추출물의 조합, 이의 용도, 및 이들을 포함하는 제제 |
Families Citing this family (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0464297B1 (en) * | 1990-07-05 | 1995-05-17 | INDENA S.p.A. | Complexes of neolignane derivatives with phospholipids, the use thereof and pharmaceutical and cosmetic formulations containing them |
DE4101841C2 (de) * | 1991-01-23 | 1997-02-06 | Schaper & Bruemmer Gmbh | Verwendung von Sabal-Extrakten zum Behandeln von Mammakarzinomen |
ES2034887B1 (es) * | 1991-07-11 | 1994-02-16 | Euromed S A | Procedimiento de obtencion de extractos esencialmente lipidicos de sabal serrulata. |
EP0541853A1 (de) * | 1991-11-15 | 1993-05-19 | MÜLLER-EXTRACT-COMPANY GmbH | Verfahren und Vorrichtung zur Konservierung von Extrakten aus Früchten der Sägezahnpalme (Serenoa repens) |
JPH0865904A (ja) * | 1994-06-06 | 1996-03-08 | Nippondenso Co Ltd | 電気自動車用充電装置 |
JPH10298055A (ja) * | 1997-04-22 | 1998-11-10 | Noevir Co Ltd | 抗アンドロゲン剤及び養毛剤,皮脂分泌抑制剤 |
GB9824321D0 (en) * | 1998-11-06 | 1998-12-30 | Essential Nutrition Ltd | Method |
FR2799660B1 (fr) * | 1999-10-19 | 2002-01-18 | Hitex | Procede d'extraction par fluide supercritique |
US6319524B1 (en) * | 1999-11-19 | 2001-11-20 | U.S. Nutraceuticals | Saw palmetto composition and associated methods |
JP2007274846A (ja) * | 2006-03-31 | 2007-10-18 | Sanyo Electric Co Ltd | 充電器 |
US9425641B2 (en) | 2011-11-14 | 2016-08-23 | Panasonic Intellectual Property Management Co., Ltd. | Battery charging apparatus |
JP5475936B1 (ja) | 2012-06-01 | 2014-04-16 | パナソニック株式会社 | 電力変換装置およびこれを用いたバッテリ充電装置 |
CN105796803A (zh) * | 2014-12-30 | 2016-07-27 | 青岛加云华海健康科技有限公司 | 一种治疗和预防前列腺疾病的中药组合物及其制备和应用 |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
BE1000036A7 (fr) * | 1986-03-27 | 1987-11-24 | Lampugnani Spa | Procede visant a obtenir un extrait standardise de fruits de palmier dote d'activite pharmaceutique. |
Family Cites Families (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2480754A1 (fr) * | 1980-04-21 | 1981-10-23 | Fabre Sa Pierre | Procede d'obtention d'un extrait stable et desodorise de sabal serrulatum antiprostatique |
DE3118160A1 (de) * | 1981-05-07 | 1982-11-25 | Skw Trostberg Ag, 8223 Trostberg | Verfahren zum trocknen von durch hochdruckextraktion hergestellter naturstoffextrakten |
DE3133032A1 (de) * | 1981-08-20 | 1983-03-03 | Extrakta Strauss GmbH, 2000 Hamburg | "extraktionsverfahren und anlage zur durchfuehrung dieses verfahrens" |
DE3319184A1 (de) * | 1983-05-27 | 1984-11-29 | Henkel Kgaa | Verfahren zur abtrennung von allergenen aus arnikablueten mittels co(pfeil abwaerts)2(pfeil abwaerts)-hochdruckextraktion |
JPS6048981A (ja) * | 1983-08-29 | 1985-03-16 | Showa Denko Kk | 高純度トコフェロ−ルの製造方法 |
JPS6092397A (ja) * | 1983-10-26 | 1985-05-23 | 住友精化株式会社 | ハトムギ油の抽出法 |
-
1986
- 1986-06-17 IT IT20813/86A patent/IT1190129B/it active
-
1987
- 1987-06-10 ES ES198787108336T patent/ES2037684T3/es not_active Expired - Lifetime
- 1987-06-10 DE DE8787108336T patent/DE3783809T2/de not_active Expired - Fee Related
- 1987-06-10 EP EP87108336A patent/EP0250953B1/en not_active Expired - Lifetime
- 1987-06-10 AT AT87108336T patent/ATE84979T1/de not_active IP Right Cessation
- 1987-06-16 FI FI872667A patent/FI872667A/fi not_active Application Discontinuation
- 1987-06-16 JP JP62150040A patent/JPH0796498B2/ja not_active Expired - Lifetime
- 1987-06-16 NO NO872522A patent/NO168805C/no unknown
- 1987-06-16 DK DK306087A patent/DK165732C/da not_active IP Right Cessation
- 1987-06-16 PT PT85092A patent/PT85092B/pt unknown
- 1987-06-16 KR KR1019870006084A patent/KR880000120A/ko not_active Application Discontinuation
- 1987-06-16 HU HU872724A patent/HUT47857A/hu unknown
-
1993
- 1993-02-25 GR GR920403163T patent/GR3007138T3/el unknown
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
BE1000036A7 (fr) * | 1986-03-27 | 1987-11-24 | Lampugnani Spa | Procede visant a obtenir un extrait standardise de fruits de palmier dote d'activite pharmaceutique. |
Non-Patent Citations (4)
Title |
---|
Gaz. med. de France 89, no. 17, p. 2041, 1982 * |
Gazzetta Chimica Italiana, 118, 1988, pp.823-826 * |
Journal of Medical Plant Research, 1980, vol. 40, pp.262-270 * |
KIRK-OTHMER:"Encyclopedia of Chemical Technology", 3rd ed., 1984, Supplement volume "Supercritical Fluids": "Advantages of SFE" pp.876-877, "Environmental considerations" p.886, "Food and pharmaceutical applications of SFE" pp. 887-888 * |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6759063B2 (en) | 1999-09-27 | 2004-07-06 | Anthony L. Almada | Methods and compositions for reducing sympathomimetic-induced side effects |
KR102218751B1 (ko) | 2013-05-16 | 2021-02-23 | 인데나 에스.피.에이 | 톱야자의 추출물 및 생강 및 에키나세아 앙거스티폴리아의 친유성 추출물의 조합, 이의 용도, 및 이들을 포함하는 제제 |
Also Published As
Publication number | Publication date |
---|---|
HUT47857A (en) | 1989-04-28 |
FI872667A (fi) | 1987-12-18 |
GR3007138T3 (ko) | 1993-07-30 |
ATE84979T1 (de) | 1993-02-15 |
FI872667A0 (fi) | 1987-06-16 |
IT8620813A0 (it) | 1986-06-17 |
NO872522L (no) | 1987-12-18 |
NO168805B (no) | 1991-12-30 |
PT85092A (en) | 1987-07-01 |
DE3783809D1 (de) | 1993-03-11 |
DK165732C (da) | 1993-06-07 |
DK306087D0 (da) | 1987-06-16 |
IT1190129B (it) | 1988-02-10 |
ES2037684T3 (es) | 1993-07-01 |
EP0250953A1 (en) | 1988-01-07 |
IT8620813A1 (it) | 1987-12-17 |
DK165732B (da) | 1993-01-11 |
NO168805C (no) | 1992-04-08 |
JPH0796498B2 (ja) | 1995-10-18 |
PT85092B (pt) | 1990-05-31 |
KR880000120A (ko) | 1988-03-23 |
DK306087A (da) | 1987-12-18 |
NO872522D0 (no) | 1987-06-16 |
DE3783809T2 (de) | 1993-06-24 |
JPS6333337A (ja) | 1988-02-13 |
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